Cefotaxime Sodium → HCID 178502820, 화합물

HRID 489097

반응식

HRID 489097 반응식
[C:1](=[O:40])([O:36][CH:37](I)[CH3:38])[O:2][CH:3]([CH2:20][O:21][C:22](=[O:35])[C@H:23]([CH:32]([CH3:34])[CH3:33])[NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:4][O:5][C:6](=[O:19])[C@H:7]([CH:16]([CH3:18])[CH3:17])[NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].[CH3:41][C:42]([O:44][CH2:45][C:46]1[CH2:67][S:66][C@@H:49]2[C@H:50]([NH:53][C:54](/[C:56](/[C:60]3[N:64]=[C:63]([NH2:65])[S:62][CH:61]=3)=[N:57]\[O:58][CH3:59])=[O:55])[C:51](=[O:52])[N:48]2[C:47]=1[C:68]([O-:70])=[O:69])=[O:43].[Na+]>CN(C=O)C>[C:42]([O:44][CH2:45][C:46]1[CH2:67][S:66][C@@H:49]2[C@H:50]([NH:53][C:54](=[O:55])/[C:56](/[C:60]3[N:64]=[C:63]([NH2:65])[S:62][CH:61]=3)=[N:57]\[O:58][CH3:59])[C:51](=[O:52])[N:48]2[C:47]=1[C:68]([O:70][CH:37]([O:36][C:1]([O:2][CH:3]([CH2:20][O:21][C:22](=[O:35])[C@H:23]([CH:32]([CH3:34])[CH3:33])[NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:4][O:5][C:6](=[O:19])[C@H:7]([CH:16]([CH3:18])[CH3:17])[NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[O:40])[CH3:38])=[O:69])(=[O:43])[CH3:41]

참가 물질

4

반응물 2

HCID 10695961Cefotaxime SodiumHCID 233873311,3-Bis(n-tert-butoxycarbonyl-l-valyloxy)-2-propyl 1-iodoethyl carbonate

생성물 1

HCID 178502820HCID 178502820, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 1,3-bis(N-tert-butoxycarbonyl-L-valyloxy)-2-propyl 1-iodoethyl carbonate (0.156 mmol) and cefotaxime sodium (67.8 mg, 0.142 mmol) in 3.2 mL dry N,N′-dimethylformamide was stirred under argon for 22 h. The reaction mixture was concentrated and subjected to column chromatography (silica, 2/1 petroleum ether-ethyl acetate, and then 20/1 CH2Cl2-methanol) to yield an oil enriched in the desired product. The oil was dissolved in 10 mL ethyl acetate, washed with water, dried, and concentrated. A second chromatography (silica, 40/1 CH2Cl2-methanol) gave the title compound (59.7 mg) as cream-colored solids.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. custom20/1 CH2Cl2-methanol) to yield an oil

출처 및 근거

ORD 기록
ord-82052f25b5994a7f8e4aa00c21989c5d
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06974802B2

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